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Revision as of 15:02, 2 June 2020 editFswitzer4 (talk \| contribs)Extended confirmed users10,611 editsm Added FDA UNII← Previous edit		Revision as of 14:46, 7 June 2021 edit undoLegionMammal978 (talk \| contribs)Extended confirmed users7,894 edits correct IUPAC nameTag: nowiki addedNext edit →
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	\| ImageFile = Prothoate.svg		\| ImageFile = Prothoate.svg
	\| ImageSize = 200px		\| ImageSize = 200px
	\| ~~IUPACName~~ = ''O'',''O''-Diethyl ''S''- ~~phosphorodithioate~~		\| PIN = ''O'',''O''-Diethyl ''S''-<nowiki/>{2-oxo-2-ethyl} phosphorodithioate
	\| OtherNames = Isopropyl diethyldithiophosphorylacetamide; 2-Diethoxyphosphinothioylthio-''N''-isopropylacetamide		\| OtherNames = Isopropyl diethyldithiophosphorylacetamide; 2-Diethoxyphosphinothioylthio-''N''-isopropylacetamide
	\|Section1={{Chembox Identifiers		\|Section1={{Chembox Identifiers

Revision as of 14:46, 7 June 2021

Prothoate
Names

Preferred IUPAC name O,O-Diethyl S-{2-oxo-2-ethyl} phosphorodithioate
Other names Isopropyl diethyldithiophosphorylacetamide; 2-Diethoxyphosphinothioylthio-N-isopropylacetamide
Identifiers
CAS Number	2275-18-5
3D model (JSmol)	Interactive image
ChemSpider	15901
ECHA InfoCard	100.017.177
PubChem CID	16774
UNII	4V035A5L4B
CompTox Dashboard (EPA)	DTXSID8037627
InChI InChI=1S/C9H20NO3PS2/c1-5-12-14(15,13-6-2)16-7-9(11)10-8(3)4/h8H,5-7H2,1-4H3,(H,10,11)Key: QTXHFDHVLBDJIO-UHFFFAOYSA-N InChI=1/C9H20NO3PS2/c1-5-12-14(15,13-6-2)16-7-9(11)10-8(3)4/h8H,5-7H2,1-4H3,(H,10,11)Key: QTXHFDHVLBDJIO-UHFFFAOYAO
SMILES O=C(NC(C)C)CSP(=S)(OCC)OCC
Properties
Chemical formula	C₉H₂₀NO₃PS₂
Molar mass	285.36 g·mol
Appearance	Colorless solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Prothoate is an organothiophosphate insecticide also used as an acaricide.

It is listed as an extremely hazardous substance according to the U.S. Emergency Planning and Community Right-to-Know Act.

References

"Prothoate Hazardous Substance Fact Sheet" (Document). New Jersey Department of Health and Senior Services. {{cite document}}: Unknown parameter |url= ignored (help)
40 CFR Part 355 Appendix A Extremely Hazardous Chemicals

External links

Chemical poisoning -- Prothoate, rightdiagnosis.com
Prothoate in the Pesticide Properties DataBase (PPDB)

v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas (Bistrifluron, Diflubenzuron, Flufenoxuron, Lufenuron, Noviflumuron) Hydroprene Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Diamides	Chlorantraniliprole Cyantraniliprole Flubendiamide
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Ryanodine Ryanodol
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad

v
t
e

Acetylcholine metabolism and transport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase

AChETooltip Acetylcholinesterase

BChETooltip Butyrylcholinesterase

Inhibitors: Affinine
Affinisine
Conodurine
Cymserine
Ladostigil
Profenamine (ethopropazine)
Rivastigmine
Tacrine
ZINC-12613047
Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter

Inhibitors: Hemicholinium-3 (hemicholine)
Triethylcholine

Enhancers: Coluracetam

VAChTTooltip Vesicular acetylcholine transporter

Inhibitors: Vesamicol

Release
(modulators)

SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)

VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)

Others: Bungarotoxins (β-bungarotoxin, γ-bungarotoxin)

LPHNTooltip Latrophilin agonists: α-Latrotoxin

Others: Atracotoxins (e.g., robustoxin, versutoxin)
Crotoxin

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Nicotinic acetylcholine receptor modulators